After graduating college Chris moved to Hollywood. He was quickly cast as Barry on Strip Mall on Comedy Central. After that show wrapped he created, wrote, produced, and starred inThe Chris Wylde Show Starring Chris Wylde on Comedy Central. He hosted the game show Taboo based on the popular board game and starred in Filmfakers on AMC. On Filmfakers, Chris reunited with his Strip Mall cast mate Allison Dunbar (The Sopranos).
Chris guest-starred on a memorable 2002 episode of Trading Spaces and in 2007 was voted their Funniest Home Owner ever.
Chris was the top center square for a week on Hollywood Squares, played Ricky for multiple episodes on General Hospital, and guest-starred on sitcoms, Just Shoot Me!, Watching Ellie,Jonas L.A. as wacky radio deejay Mad Man Marty in the Morning, Pair of Kings as Two Peg the Pirate with two peg legs, Good Luck Charlie as shop teacher Mr. Rourke and fast food magnate Corporal Kwikee, and A.N.T. Farm as Mr. Marceau the science teacher/loudest man in the world.
In 2005, Chris hosted the Discovery Health Channel show “Is Your House Out to Get You?” He delivers important and serious messages about the common dangers in the home from appliances, electricity, toxic mold and more in a lighthearted and fun way.